We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Poughkeepsie Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $323 Average
    $0$1,000+
    Suitability
    More filters
    All 17 Rentals in Poughkeepsie
    Sort by:
    Default
    Don't let other travelers get your favorite Poughkeepsie area vacation rental. You're so close to securing your perfect getaway. Book today.
    Poughkeepsie
    3 Bedrooms, Sleeps 7Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    The following rentals are within 10 miles of Poughkeepsie.
    New Paltz
    15 Reviews
    2 Bedrooms, Sleeps 7Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    New Paltz
    3 Reviews
    1 Bedroom, Sleeps 2Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    New Paltz
    1 Bedroom, Sleeps 4Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Farmhouse and Guest Cottage are situated on two secluded acres of land on the Wallkill River in New York's Hudson Valley, just 90 miles North of New York City. Set in a rural environment, surrounded by New York State land and in between family run farms, we are still only a few minutes from...
    View all property information
    Location Information
    New Paltz, New York 12561
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    New Paltz
    1 Bedroom, Sleeps 2Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Patio
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our place is all about comfort and convenience! It is under 5 mins from the NYS Thruway and not far from public transport. This is a perfect place for business travelers! Please email for availability or questions. Close to nature, Minnewaska State Park, Mohonk Preserve, rock climbing, skydiving,...
    View all property information
    Location Information
    New Paltz, New York 12561
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Plattekill
    5 Reviews
    2 Bedrooms, Sleeps 4Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 2 weeks ago
    My first contact with america! I was 1 month in Casa Terra, I shared a very interesting project with john and amber. A month that I spend quickly to feel at home. I shared jobs...
    Very good of 5 bubbles
    Reviewed 3 weeks ago
    Staying as John + Ambers first long term guest along with another fellow volunteer, I believe was it was a good learning experience for everyone in many ways. There is a lot of...
    See all reviews
    About this property
    The house features picturesque forrest landscapes, warm lighting, wide plank wood floors, rustic hard wood beams, and modern kitchen. Venture on the grass roof of the earth sheltered house, as well as hike trails, snow shoe, XC ski and explore nature on the 150 acres of land we have :) Great space...
    View all property information
    Location Information
    Plattekill, New York 12589
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    New Paltz
    4 Bedrooms, Sleeps 6Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Mountain Views
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Farmhouse and Guest Cottage are situated on two secluded acres of land on the Wallkill River in New York's Hudson Valley, just 90 miles North of New York City. Set in a rural environment, surrounded by New York State land and in between family run farms, we are still only a few minutes from...
    View all property information
    Location Information
    New Paltz, New York 12561
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    New Paltz
    1 Review
    4 Bedrooms, Sleeps 8Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Washer
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed August 19, 2016
    Gayle is a delight to work with...accessible and helpful. Her home is an absolute dream and is every bit as charming in person as it appears in photos. One of my favorite things...
    See all reviews
    About this property
    4 beds -- baths 3,400 sqft NEW PALTZ MEETS CAPE MAY ON THE WATERFRONT WITH MOUNTAIN VIEWS- Spend the summer watching the eagles soar from your own nature preserve and the conveniences of village living with easy access to the NYC express bus. Enjoy the mountain views while relaxing on your...
    View all property information
    Location Information
    New Paltz, New York 12561
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    New Paltz
    3 Reviews
    6 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Patio
    • Balcony
    • Satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed April 26, 2016
    Kim and Tom have done an amazing job at creating a charming, enchanting, and sacred space. Thornwood always feels like home away from home. We can't wait for our next stay!
    Excellent of 5 bubbles
    Reviewed April 18, 2016
    My friends and I visited Thornwood last Spring/Summer, and it took our breaths away. From the immaculate condition of the centuries-old house to its calm, serene surroundings...
    See all reviews
    About this property
    MAKING YOUR STAY PERFECT: Step Into History - Walk to Town - Play - Feed Chickens -- Multi-Cook Kitchen - Quiet Spaces - Peaceful Five minutes from bus and NY Thruway. Check-in and check-out times often flexible, please ask. This 250+ year-old gem has been fourteen years in the remaking. We...
    View all property information
    Location Information
    New Paltz, New York 12561
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    Marlboro
    3 Bedrooms, Sleeps 5Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Housekeeping Included
    • Central Heating
    • Parking
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large 3 bedroom first floor house located on top of a hill in a quiet neighborhood. Home owned by family for over 40 years. - Owner will rent for 7-120 days at 1st, after the renter will be able to renew the lease if they choose & if owner approves. The Space Looking to rent the first floor of a...
    View all property information
    Location Information
    Marlboro, New York 12542
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    New Paltz
    3 Bedrooms, Sleeps 8Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • Washer
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand New Home with great views of Mohonk and The Gunks! Minutes from town, or walk the mile and a half down the scenic Walkill Valley Rail Trail to historic New Paltz. This spacious 3 br/2 bath home has everything you need for a great getaway! Just one mile south of Main Street via road or the...
    View all property information
    Location Information
    New Paltz, New York 12561
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Highland
    1 Review
    2 Bedrooms, Sleeps 6Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Children's Pool
    • DVD Player
    • Housekeeping Included
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed May 4, 2016
    Loved the country setting. very secluded and peaceful. Pond and woods on site. Lisa the owner was awesome and very helpful. great vacation getaway. Thanks for a great experience.
    See all reviews
    About this property
    Our listing is on private property, the nearest house is down the driveway. It's a quiet, tranquil area, secluded with tall trees and a pond in the middle of nature. Guests can tour the quaint towns nearby & enjoy the busier towns for a night out. Quiet, secluded, and cozy property in Highland...
    View all property information
    Location Information
    Highland, New York 12528
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Highland
    1 Review
    1 Bedroom, Sleeps 3Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Washer
    • Grill
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed July 27, 2015
    I stayed here this past weekend after doing some hiking up at Mohonk Mountain. It was only for one night, but from the second I arrived to the second I left it was nothing but...
    See all reviews
    About this property
    We are a family owned and operated bed and breakfast. We have a lovely view of the Shawangunk Mountains. Our cottage is situated on the back 9 holes of the Apple Green's Orchard Golf Course. We are 5 minutes from bustling New Paltz, NY. We are also centrally located just minutes from Marist and...
    View all property information
    Location Information
    Highland, New York 12528
    Private Room - 1 Bedroom, 3 Bathrooms, Sleeps 3
    Make Inquiry
    New Paltz
    3 Bedrooms, Sleeps 8Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4000 sq ft home, tastefully decorated with flat sceen HDTV, DVD player and Wii. Gourmet kitchen. Forgot to pick up wine for dinner, choose from our selection and save yourself a trip. Pool with 5000 sq ft deck. BBQ grill. 3000 sq ft art gallery. Upstairs gym, upright piano in house, grand piano in...
    View all property information
    Location Information
    New Paltz, New York 12561
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Highland
    3 Bedrooms, Sleeps 6Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • Grill
    • Central Heating
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely A-frame house nestled in a quiet wooded lot on a culdesac. Just minutes from local attractions including historic sites, outdoor activities and easy access to NYC.<BR><BR>House is completely furnished with new furniture and appliances. Lovely outdoor eating area overlooks woods and quiet...
    View all property information
    Location Information
    Highland, New York 12528 1006
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    New Paltz
    7 Bedrooms, Sleeps 13Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Hot Tub
    • Patio
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the HeartsEase Mansion, a Hudson Valley National Registry Historic estate. As a guest to our Hudson Valley home, you join a long tradition of people who have made their way to this spectacular region known for its natural beauty, art, and cultural innovation. <BR><BR>Some background in...
    View all property information
    Location Information
    New Paltz, New York 12493
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 13
    Make Inquiry
    Highland
    12 Reviews
    4 Bedrooms, Sleeps 12Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Satellite TV
    • Internet Access
    • Mountain Views
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This secluded, air-conditioned, well-appointed property is 90 miles from New York City, five minutes from the Hudson River. This home and surrounding property is available for weddings, events and location filming. The very large living room with beamed vaulted ceiling has a stone fireplace for...
    View all property information
    Location Information
    Highland, New York 12528
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    Poughkeepsie Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    64° 41°
    May
    73° 51°
    June
    78° 54°
    July
    76° 55°
    August
    List your property
    Owner log in